Letterman: Jay Leno Is the Most Insecure Person

Harpo Studios. Inc(NEW YORK) — Late Show host David Letterman told Oprah Winfrey for an upcoming episode of her show, Oprah’s Next Chapter, that his rivalry with Jay Leno did not begin when Leno was named the host of The Tonight Show instead of Letterman.

“We were always friends before all of this happened,” Letterman said.

Over the years, both hosts have used each other as material for their late night shows.

“He has a way … he’s an unusual fellow. I’ve never met anyone quite like Jay,” Letterman said. “And I will say, and I’m happy to say, that I think he is the funniest guy I’ve ever known. Just flat out, if you go to see him do his nightclub act, just the funniest, the smartest, a wonderful observationist and very appealing as a comic.”

“The fact that he is also maybe the most insecure person I have ever known … I could never reconcile that,” Letterman said.